
Cottage vacation rentals in Shandaken
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Shandaken
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shandaken cottage rentals
Cottage rentals with a hot tub

Cozy Cottage in the Woods
My stay at the cottage was such a nice way to ring in my 31st birthday. I booked the house 5 days before our stay due to our initial airbnb reservation falling through the cracks and I am so glad it did in hindsight. This place had everything you could ask for, a hot tub, indoor fireplace, in close proximity to Woodstock, comfy beds + hangout areas. Overall our stay was so peaceful and everything we were looking for. I wouldn't hesitate to book your stay!

Hot Tub, Playground, 3 Acres, and Much More!
The hosts were responsive and welcoming and flexible! Thank you for your hospitality. The home was clean, cozy and peaceful. it was a great getaway from the city life. Definitely recommended!

Waterfront 3 Bdrm. w/ Hot Tub & Outdoor Fire Pit!
This home was everything we hoped it would be. It offered a peaceful location for our family (two kids, 4 and 2). The home was cozy and the recommendations from Nadia were great. We went to several of the recommended restaurants as well as the Teddy Bear museum and hiked the Rosendale Trestle. Truly a wonderful stay.

Ye Little Wood | Cozy Forest Cottage with Hot Tub
The place smells amazing and the bedding is so soft and delicious. Perfect place to get away and be in nature.

Country Cottage w/ HOT TUB & Views
We will go back for the summer!! They are absolutely the best! I felt like home!! They didn't make us feel uncomfortable!! We felt like that was our home!! Thank you so much for all!! You guys are absolutely the best!!!

Hot Tub & Chic Catskills Woodstock Design Retreat
We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.

Stream come true! Ski, spa, hike, flow, relax...
We loved this house! The location is beautiful with a lovely view of the stream. The house was super clean and very nicely decorated. Dan gave us very specific directions for everything. The hot tub was a nice plus. The house is in a neighborhood, but it is nice and quiet. Having only one bathroom on the first floor was a slight inconvenience, but that would be the only negative I can think of.

Woodstock Carriage House HotTub FirePit Pool
We had a wonderful stay at Diane’s. We were looking for a weekend away without the kids to recharge. We were able to do just that. We enjoyed the hot tub, and curling in front of the fire with a book. It was a snowy weekend but that just added to the charm. Diane’s scones are also amazing!! Diane made sure to communicate clearly and we were given all the info we needed to have a great time.
Pet-friendly cottage rentals

Peace Cottage
I booked Nidhi's place for one night for myself and a guest to attend a show at Bearsville. The placement of everything, inside and outside, created an intentional sense of comfort. My guest arrived after me - without a thought, we ended up at the kitchen table talking for hours before the show. Again, the placement of this conversation spot felt intentional, but only after we found ourselves engaged in it. The outdoor surroundings are utilized to not only accent, but to enhance the indoor setting. The whole experience felt private and safe, and allowed us to share a really precious window of time for reconnection and decompression. In addition to the appealing aesthetics (the chosen blue for that kitchen!), the bedding was a treat to come back to at the end of the night - so inviting and equally comforting to find yourself wrapped up in in the morning. Nidhi so kindly messaged me out of concern for the very high winds we were experiencing (prepared with a generator), but no issue.

Herb Cottage: history•art•woodstove•walk to town!
Adorable cottage absolutely ideal for unplugging and relaxing

Bellwood Cottage 8-14min to all Roxbury Wed Venues
House was great location, very comfortable- Kimberlie was awesome, thanks for your kindness. Lauren N

Seclusion and Romance - Hot Tub is hot hot hot
Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

Hits Adjacent | Pet Friendly | Caraway Cottage
A perfect spot to get away for the weekend. First, the view out the front door is top notch. Situated at just the right distance from town, we were able to hike, explore and eat well, and then easily head back to the Airbnb for some R&R. The area was peaceful, the beds were amazing, and the bathroom was fully stocked if we forgot anything. We checked out Saugerties Lighthouse to stretch our legs after travel. We loved breakfast at Josie’s, dinner at Miss Lucy’s and The Dutch, and ice cream at Sawyer’s. We explored some spots on the Hudson River School Art Trail: The Thomas Cole National Historic Site, Kaaterskill Falls, Platt Cove Preserve, and Falling Water Preserve. A perfect Catskills Airbnb that is dog friendly to boot! 10/10.

*spring-ready* Pet-friendly private cabin!
Darla’s cottage was such a sweet spot for a weekend getaway. Super cozy, clean, and peaceful—exactly what we were looking for. It felt tucked away in the woods but still really easy to get to, and just a few minutes down the road from Rough Cut Brewing, which was a big plus. We loved being able to grab some beers, then come back and relax inside. Darla was a great host—friendly, but gave us plenty of space. Would totally stay again next time we’re in the area!

Catskills Country Cottage
My family, dog and I had an incredible weekend visit! It was our first time to the area and we already want to come back. Consuelo was a fantastic host! Consuelo was so easy to get a hold of for questions and was so friendly. The place was very organized, quaint and gorgeous. Thank you for a fantastic time! :)

Magnolia Cottage
Loved our stay in this beautiful cottage, perfect for the 2 of us. Extremely clean and beautifully decorated with a TV that had all the movie channels. The kitchen was well equipped with everything needed, including delicious coffee . The bed was incredibly comfortable, slept like a baby. Pillows and blankets added to the comfy feel of home. Mark is a wonderful host who insured that the driveway was free of snow and ice prior to our arrival Highly recommend visiting.
Private cottage rentals

CoZy Newly Renovated Cottage in Red Hook Village
This place was the cutest! Deirdre, Maureen and Stephen’s daughter, was our main point of contact for our stay. She was incredibly helpful and responsive, and the place was small, cute and cozy - exactly what we were looking for in a quick, one night getaway. She also had an incredible thoughtful basket of snacks and water bottles for our stay, which was a nice surprise.

Cozy Mountaintop Cottage for a Catskills Escape
We loved this little cottage tucked away in the woods. The location is perfect, making it easy to access many of the Catskills popular trails, and also close access to Tannersville for those nights when you just don't feel like cooking. The cottage was clean, tidy, had a beautiful rustic/ classically modern aesthetic, and the kitchen was impressively well stocked with well maintained cookware for the nights when we did want to cook. I cannot say enough good things about this place, I already have another trip here booked, and I'm looking forward to many future trips back! Don't sleep on this place- it is darling!

Catskills Cozy Retreat:Comfy Beds, Firepit, & More
We had such a great time here! The place was clean and well equipped, and in a great location. We’ll be back!

Cozy off grid cottage Big Pine trees in Catskill
This cabin is so very special—and has an artists touch! It is cozy (especially with the wood stove going), spacious for being a one-room size, and has everything you need to disconnect and recharge. We will absolutely be back and appreciated the clear and easy communication as well!

Intimate Cottage on Private Estate
Lindsay's cottage is the perfect blend of convenience and seclusion. Just minutes from great shops and restaurants, yet tucked away in a peaceful, natural setting that feels worlds apart. It's beautifully appointed with thoughtful touches throughout, and stocked with every amenity you could possibly need for a comfortable stay. Whether you're looking to explore the local scene or simply unwind in tranquility, this place offers the best of both worlds. Highly recommended!

Direct streamside with private stream access
My husband and I stayed here with our toddler and had an amazing mini getaway from home for a few days! The place was easy to childproof with the baby gates and outlet covers we brought from home and our baby loved exploring the new space. My husband is an avid fisherman and loved the area and caught some trout right near the house! We would recommend this place to anyone who wants to disconnect and be in nature for a while.

Creekfront Cottage between Phoenicia & Hunter Mtn.
We were expecting a peaceful, rustic, laid-back experience, and that's just what we got...and more. The cottage is situated in a lovely setting surrounded by trees, right at the edge of a picturesque brook. The inside was all we could ask for and more. So inviting and clean. Oozing warmth and charm. Every time we needed something, we could find it already supplied. The hosts clearly have thought of everything. We also loved the surrounding area. We spent lots of time in local eateries, checking out the nearby towns, and visiting the dozens of antique shops nearby. We had a wonderful time.

Redwood Lodge - Cottage w/ Sauna & Fireplace
I really loved the layout. We were 3 with my elderly mom and even without her I’d prefer to have a single floor layout that keeps temperature stable, less walking up down stairs. Sauna great, WiFi was perfect, furniture layouts open and roomy, living room furnace kept living room toasty, 2 bathrooms!!!, electrical outlets by the bed, by every table top, hdmi cable ready to be plugged in so you can watch anything from computer, duvets super comfy and warm, night light in the corridor, firepit ready to go - a lot of intuitive details that I always get slightly annoyed by were all figured out here and I really appreciate that. And fact that I didn’t have to empty trash or take it with me or unmake the bed was heavenly.
Quick stats about cottage rentals in Shandaken
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
6.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- South Jersey Vacation rentals
- Cape Cod Vacation rentals
- Rentals with lake access Shandaken
- Rentals with a fire pit Shandaken
- Kid-friendly rentals Shandaken
- Rentals with an EV charger Shandaken
- Pet-friendly rentals Shandaken
- Rentals with pools Shandaken
- Boutique hotel rentals Shandaken
- Bed and breakfasts Shandaken
- Rentals with outdoor seating Shandaken
- Cabin rentals Shandaken
- House rentals Shandaken
- Rentals with a sauna Shandaken
- Rentals with a patio Shandaken
- Waterfront rentals Shandaken
- Guesthouse rentals Shandaken
- Rentals with a hot tub Shandaken
- Fitness-friendly rentals Shandaken
- Apartment rentals Shandaken
- Family-friendly rentals Shandaken
- Rentals with a fireplace Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Rentals with a washer and dryer Shandaken
- Cottage rentals Ulster County
- Cottage rentals New York
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Zoom Flume
- Opus 40
- John Boyd Thacher State Park
- Brotherhood, America's Oldest Winery
- Villa Roma Ski Resort
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Thaddeus Hait Farm
- Plattekill Mountain